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- W3104707514 abstract "The preceding chapter describes the primary reaction chemistry of superoxide ion (O2-. to be that of (1) a Brønsted base (proton transfer from substrate), (2) a nucleophile (via displacement or addition), (3) a one-electron reductant, and (4) a dehydrogenase of secondary-amine groups. The chemistry is characteristic of all oxy anions [HO- (RO-), HOO- (ROO-), and O2-.], but the relative reactivity for each is determined by its pKa and one-electron oxidation potential, which are strongly affected by the anionic solvation energy of the solvent matrix. The present chapter will focus on the reactivity of hydroxide ion (HO-), but the principles apply to all oxy anions and permit assessments of their relative reactivity. The reactivity of hydroxide ion (and that of other oxy anions) is interpreted in terms of two unifying principles: (1) the redox potential of the YO- / YO· (Y = H, R, HO, RO, and O) couple (in a specific reaction) is controlled by the solvation energy of the YO- anion and the bond energy of the R-OY product (RX + YO- → R-OY + X-), and (2) the nucleophilic displacement and addition reactions of YO- occur via an inner-sphere single-electron shift. The electron is the ultimate base and one-electron reductant, which, upon introduction into a solvent, is transiently solvated before it is “leveled” (reacts) to give the conjugate base (anion reductant) of the solvent." @default.
- W3104707514 created "2020-11-23" @default.
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- W3104707514 date "1992-01-16" @default.
- W3104707514 modified "2023-10-14" @default.
- W3104707514 title "Reactivity of Oxy-anions [HO-, RO-, HOO- (ROO-), and O2-] as Nucleophiles and One-Electron Reducing Agents" @default.
- W3104707514 doi "https://doi.org/10.1093/oso/9780195057980.003.0012" @default.
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